Ismael, Aya; Skrydstrup, Troels; Bayer, Annette published the artcile< Carbonylative Suzuki-Miyaura couplings of sterically hindered aryl halides: synthesis of 2-aroylbenzoate derivatives>, Application In Synthesis of 17100-65-1, the main research area is aroylbenzoate ester preparation; aryl halide boronic acid carbonylative Suzuki Miyaura.
A carbonylative approach to the synthesis of diversely substituted 2-aroylbenzoate esters ArC(O)R1 (Ar = 2-methoxyphenyl, thiophen-2-yl, 2-naphthyl, etc.; R1 = 2-methoxycarbonyl-6-methylphenyl, 2-methoxycarbonylphenyl, 2-methoxycarbonyl-4,5-dimethoxyphenyl, etc.) featuring a new protocol for the carbonylative coupling of aryl bromides R1Br with boronic acids ArB(OH)2 and a new strategy to favor carbonylative over non-carbonylative reactions were developed. Two different synthetic pathways – (i) the alkoxycarbonylation of 2-bromo benzophenones R2C6H4C(O)(2-BrC6H5) (R2 = 2-F, 4-F, 3-OMe, 4-OMe) and (ii) the carbonylative Suzuki-Miyaura coupling of 2-bromobenzoate esters – were evaluated. The latter approach provided a broader substrate tolerance, and thus it was the preferred pathway. Here observed that 2-substituted aryl bromides were challenging substrates for carbonylative chem. favoring the non-carbonylative pathway. However, it is found that carbonylative Suzuki-Miyaura couplings can be improved by slow addition of the boronic acid, suppressing the unwanted direct Suzuki coupling and, thus increasing the yield of the carbonylative reaction.
Organic & Biomolecular Chemistry published new progress about Alkoxycarbonylation. 17100-65-1 belongs to class bromides-buliding-blocks, and the molecular formula is C9H9BrO3, Application In Synthesis of 17100-65-1.
Referemce:
Bromide – Wikipedia,
bromide – Wiktionary